# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gz1667-1
_database_code_depnum_ccdc_archive 'CCDC 2378100'
loop_
_audit_author_name
_audit_author_address
'Michelle Neary'
;Hunter College
United States of America
;
_audit_update_record             
;
2025-02-03 deposited with the CCDC.	2025-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H10 Cl4 In N3, C H4 O'
_chemical_formula_sum            'C16 H14 Cl4 In N3 O'
_chemical_formula_weight         520.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6481(5)
_cell_length_b                   10.2867(6)
_cell_length_c                   10.9814(6)
_cell_angle_alpha                104.902(2)
_cell_angle_beta                 92.935(2)
_cell_angle_gamma                93.306(2)
_cell_volume                     940.27(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9707
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      44.17

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.835
_shelx_estimated_absorpt_T_min   0.467
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5303
_exptl_absorpt_correction_T_max  0.7487
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 with PHOTON III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72062
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.924
_diffrn_reflns_theta_max         44.251
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             14805
_reflns_number_gt                12894
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX4'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0451P)²+0.4164P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14805
_refine_ls_number_parameters     231
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0865
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_vrf_PLAT971_gz1667-1            
;
PROBLEM: Check Calcd Resid. Dens.  0.62Ang From In1             2.66 eA-3  
RESPONSE: These picks near In are common for heavy atoms like this.
Disorder was investigated just to be sure, but it did not refine well.
The peaks do not represent a meaningful atom.
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.30556(2) 0.66115(2) 0.24436(2) 0.01536(2) Uani 1 1 d . . . . .
Cl1 Cl 0.20854(4) 0.87573(3) 0.21631(3) 0.02258(5) Uani 1 1 d . . . . .
Cl2 Cl 0.27689(5) 0.54835(5) 0.02590(4) 0.03449(8) Uani 1 1 d . . . . .
Cl3 Cl 0.40912(3) 0.45963(3) 0.30201(3) 0.02194(5) Uani 1 1 d . . . . .
Cl4 Cl 0.38866(6) 0.88455(5) 0.87309(3) 0.03336(8) Uani 1 1 d . . . . .
N1 N 0.07791(11) 0.61607(10) 0.32257(10) 0.01647(14) Uani 1 1 d . . . . .
N2 N 0.32789(10) 0.75582(10) 0.45496(9) 0.01436(12) Uani 1 1 d . . . . .
N3 N 0.54641(11) 0.76914(10) 0.29677(10) 0.01614(14) Uani 1 1 d . . . . .
C11 C -0.04391(13) 0.54739(13) 0.24910(13) 0.01929(18) Uani 1 1 d . . . . .
H11A H -0.033005 0.512695 0.161284 0.023 Uiso 1 1 calc R U . . .
C12 C -0.18543(13) 0.52528(13) 0.29708(14) 0.02081(19) Uani 1 1 d . . . . .
H12A H -0.270526 0.476619 0.243232 0.025 Uiso 1 1 calc R U . . .
C13 C -0.19981(13) 0.57570(13) 0.42509(14) 0.02054(19) Uani 1 1 d . . . . .
H13A H -0.295329 0.561850 0.460582 0.025 Uiso 1 1 calc R U . . .
C14 C -0.07261(13) 0.64727(13) 0.50194(13) 0.01929(17) Uani 1 1 d . . . . .
H14A H -0.080759 0.682850 0.590024 0.023 Uiso 1 1 calc R U . . .
C15 C 0.06575(12) 0.66557(11) 0.44762(11) 0.01591(15) Uani 1 1 d . . . . .
C21 C 0.20832(12) 0.73673(11) 0.52234(11) 0.01579(15) Uani 1 1 d . . . . .
C22 C 0.22197(15) 0.77844(12) 0.65365(12) 0.01922(17) Uani 1 1 d . . . . .
H22A H 0.136694 0.767461 0.702202 0.023 Uiso 1 1 calc R U . . .
C23 C 0.36536(16) 0.83683(13) 0.71109(12) 0.02047(18) Uani 1 1 d . . . . .
C24 C 0.48992(15) 0.85665(12) 0.64056(12) 0.01927(17) Uani 1 1 d . . . . .
H24A H 0.587505 0.897032 0.680076 0.023 Uiso 1 1 calc R U . . .
C25 C 0.46496(12) 0.81460(11) 0.50952(11) 0.01534(14) Uani 1 1 d . . . . .
C31 C 0.64852(13) 0.77611(13) 0.21108(12) 0.01970(18) Uani 1 1 d . . . . .
H31A H 0.620758 0.733124 0.124657 0.024 Uiso 1 1 calc R U . . .
C32 C 0.79420(14) 0.84431(14) 0.24444(14) 0.0220(2) Uani 1 1 d . . . . .
H32A H 0.865503 0.847483 0.182093 0.026 Uiso 1 1 calc R U . . .
C33 C 0.83306(14) 0.90746(13) 0.37039(14) 0.0215(2) Uani 1 1 d . . . . .
H33A H 0.931699 0.955191 0.395410 0.026 Uiso 1 1 calc R U . . .
C34 C 0.72743(13) 0.90092(12) 0.46030(13) 0.01895(17) Uani 1 1 d . . . . .
H34A H 0.752217 0.944375 0.547057 0.023 Uiso 1 1 calc R U . . .
C35 C 0.58429(12) 0.82911(11) 0.42016(11) 0.01523(14) Uani 1 1 d . . . . .
O1 O -0.1161(2) 0.7509(2) 0.79189(16) 0.0569(6) Uani 1 1 d . . . . .
H1 H -0.207(5) 0.694(4) 0.790(4) 0.075(12) Uiso 1 1 d . . . . .
C41 C -0.0958(5) 0.8126(4) 0.9206(2) 0.0728(10) Uani 1 1 d . . . . .
H41A H 0.005511 0.863752 0.939565 0.109 Uiso 1 1 calc R U . . .
H41B H -0.100685 0.743601 0.967701 0.109 Uiso 1 1 calc R U . . .
H41C H -0.178060 0.873895 0.945279 0.109 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 N1 2.2586(10) . ?
In1 N2 2.2602(10) . ?
In1 N3 2.2771(9) . ?
In1 Cl2 2.3743(4) . ?
In1 Cl1 2.4915(3) . ?
In1 Cl3 2.5161(3) . ?
Cl4 C23 1.7172(13) . ?
N1 C11 1.3393(15) . ?
N1 C15 1.3481(16) . ?
N2 C21 1.3360(14) . ?
N2 C25 1.3371(14) . ?
N3 C31 1.3353(16) . ?
N3 C35 1.3509(15) . ?
C11 C12 1.3866(17) . ?
C11 H11A 0.9500 . ?
C12 C13 1.382(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.3987(18) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3884(16) . ?
C14 H14A 0.9500 . ?
C15 C21 1.4875(16) . ?
C21 C22 1.3913(17) . ?
C22 C23 1.3912(18) . ?
C22 H22A 0.9500 . ?
C23 C24 1.3940(19) . ?
C24 C25 1.3934(17) . ?
C24 H24A 0.9500 . ?
C25 C35 1.4871(16) . ?
C31 C32 1.3900(17) . ?
C31 H31A 0.9500 . ?
C32 C33 1.383(2) . ?
C32 H32A 0.9500 . ?
C33 C34 1.3904(19) . ?
C33 H33A 0.9500 . ?
C34 C35 1.3941(15) . ?
C34 H34A 0.9500 . ?
O1 C41 1.390(3) . ?
O1 H1 0.94(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 In1 N2 72.26(3) . . ?
N1 In1 N3 143.79(4) . . ?
N2 In1 N3 71.55(3) . . ?
N1 In1 Cl2 105.50(3) . . ?
N2 In1 Cl2 176.31(3) . . ?
N3 In1 Cl2 110.70(3) . . ?
N1 In1 Cl1 89.25(3) . . ?
N2 In1 Cl1 88.33(3) . . ?
N3 In1 Cl1 88.64(3) . . ?
Cl2 In1 Cl1 94.615(15) . . ?
N1 In1 Cl3 89.11(3) . . ?
N2 In1 Cl3 84.42(3) . . ?
N3 In1 Cl3 88.49(3) . . ?
Cl2 In1 Cl3 92.659(15) . . ?
Cl1 In1 Cl3 172.719(12) . . ?
C11 N1 C15 120.09(10) . . ?
C11 N1 In1 122.50(8) . . ?
C15 N1 In1 117.37(7) . . ?
C21 N2 C25 122.11(10) . . ?
C21 N2 In1 118.21(7) . . ?
C25 N2 In1 119.19(7) . . ?
C31 N3 C35 119.76(10) . . ?
C31 N3 In1 122.75(8) . . ?
C35 N3 In1 117.49(7) . . ?
N1 C11 C12 122.13(12) . . ?
N1 C11 H11A 118.9 . . ?
C12 C11 H11A 118.9 . . ?
C13 C12 C11 118.45(11) . . ?
C13 C12 H12A 120.8 . . ?
C11 C12 H12A 120.8 . . ?
C12 C13 C14 119.47(11) . . ?
C12 C13 H13A 120.3 . . ?
C14 C13 H13A 120.3 . . ?
C15 C14 C13 119.04(12) . . ?
C15 C14 H14A 120.5 . . ?
C13 C14 H14A 120.5 . . ?
N1 C15 C14 120.81(11) . . ?
N1 C15 C21 116.34(9) . . ?
C14 C15 C21 122.83(11) . . ?
N2 C21 C22 120.76(10) . . ?
N2 C21 C15 115.48(10) . . ?
C22 C21 C15 123.73(10) . . ?
C23 C22 C21 117.41(11) . . ?
C23 C22 H22A 121.3 . . ?
C21 C22 H22A 121.3 . . ?
C22 C23 C24 121.69(11) . . ?
C22 C23 Cl4 118.80(10) . . ?
C24 C23 Cl4 119.52(10) . . ?
C25 C24 C23 117.05(11) . . ?
C25 C24 H24A 121.5 . . ?
C23 C24 H24A 121.5 . . ?
N2 C25 C24 120.94(10) . . ?
N2 C25 C35 114.89(10) . . ?
C24 C25 C35 124.16(10) . . ?
N3 C31 C32 122.03(12) . . ?
N3 C31 H31A 119.0 . . ?
C32 C31 H31A 119.0 . . ?
C33 C32 C31 118.55(12) . . ?
C33 C32 H32A 120.7 . . ?
C31 C32 H32A 120.7 . . ?
C32 C33 C34 119.84(11) . . ?
C32 C33 H33A 120.1 . . ?
C34 C33 H33A 120.1 . . ?
C33 C34 C35 118.45(12) . . ?
C33 C34 H34A 120.8 . . ?
C35 C34 H34A 120.8 . . ?
N3 C35 C34 121.35(11) . . ?
N3 C35 C25 116.31(9) . . ?
C34 C35 C25 122.34(10) . . ?
C41 O1 H1 100(3) . . ?
O1 C41 H41A 109.5 . . ?
O1 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O1 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N1 C11 C12 0.44(18) . . . . ?
In1 N1 C11 C12 -177.09(9) . . . . ?
N1 C11 C12 C13 -0.28(19) . . . . ?
C11 C12 C13 C14 0.18(18) . . . . ?
C12 C13 C14 C15 -0.24(18) . . . . ?
C11 N1 C15 C14 -0.50(17) . . . . ?
In1 N1 C15 C14 177.15(8) . . . . ?
C11 N1 C15 C21 178.15(10) . . . . ?
In1 N1 C15 C21 -4.19(12) . . . . ?
C13 C14 C15 N1 0.40(17) . . . . ?
C13 C14 C15 C21 -178.16(10) . . . . ?
C25 N2 C21 C22 0.29(17) . . . . ?
In1 N2 C21 C22 172.20(8) . . . . ?
C25 N2 C21 C15 -177.91(10) . . . . ?
In1 N2 C21 C15 -6.00(12) . . . . ?
N1 C15 C21 N2 6.72(14) . . . . ?
C14 C15 C21 N2 -174.66(10) . . . . ?
N1 C15 C21 C22 -171.42(11) . . . . ?
C14 C15 C21 C22 7.20(17) . . . . ?
N2 C21 C22 C23 -1.73(17) . . . . ?
C15 C21 C22 C23 176.32(11) . . . . ?
C21 C22 C23 C24 1.75(19) . . . . ?
C21 C22 C23 Cl4 -177.89(9) . . . . ?
C22 C23 C24 C25 -0.37(18) . . . . ?
Cl4 C23 C24 C25 179.27(9) . . . . ?
C21 N2 C25 C24 1.20(17) . . . . ?
In1 N2 C25 C24 -170.63(8) . . . . ?
C21 N2 C25 C35 -179.31(10) . . . . ?
In1 N2 C25 C35 8.86(12) . . . . ?
C23 C24 C25 N2 -1.13(17) . . . . ?
C23 C24 C25 C35 179.43(11) . . . . ?
C35 N3 C31 C32 -0.34(18) . . . . ?
In1 N3 C31 C32 178.94(10) . . . . ?
N3 C31 C32 C33 -0.5(2) . . . . ?
C31 C32 C33 C34 0.4(2) . . . . ?
C32 C33 C34 C35 0.48(18) . . . . ?
C31 N3 C35 C34 1.27(17) . . . . ?
In1 N3 C35 C34 -178.04(8) . . . . ?
C31 N3 C35 C25 -179.02(10) . . . . ?
In1 N3 C35 C25 1.67(12) . . . . ?
C33 C34 C35 N3 -1.34(17) . . . . ?
C33 C34 C35 C25 178.97(11) . . . . ?
N2 C25 C35 N3 -6.83(14) . . . . ?
C24 C25 C35 N3 172.65(11) . . . . ?
N2 C25 C35 C34 172.88(10) . . . . ?
C24 C25 C35 C34 -7.65(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 Cl3 0.94(4) 2.30(4) 3.1820(17) 156(4) 2_566 yes

_refine_diff_density_max         2.737
_refine_diff_density_min         -1.047
_refine_diff_density_rms         0.158

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gz1662
_database_code_depnum_ccdc_archive 'CCDC 2378102'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2024-08-16 deposited with the CCDC.	2025-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Cl3 In N4'
_chemical_formula_sum            'C20 H14 Cl3 In N4'
_chemical_formula_weight         531.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6721(3)
_cell_length_b                   20.7727(6)
_cell_length_c                   8.6742(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.7040(10)
_cell_angle_gamma                90
_cell_volume                     1922.82(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9670
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      30.52

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.660
_shelx_estimated_absorpt_T_min   0.711
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6335
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 with PHOTON III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58603
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.961
_diffrn_reflns_theta_max         30.543
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5898
_reflns_number_gt                5195
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX4'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²+1.7487P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5898
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_ref         0.0585
_refine_ls_wR_factor_gt          0.0558
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.26610(2) 0.62308(2) 0.67374(2) 0.01372(4) Uani 1 1 d . . . . .
Cl1 Cl 0.05326(4) 0.64023(2) 0.78172(5) 0.02254(9) Uani 1 1 d . . . . .
Cl2 Cl 0.31556(6) 0.73513(2) 0.68273(7) 0.03129(12) Uani 1 1 d . . . . .
Cl3 Cl 0.47262(4) 0.59616(2) 0.56253(5) 0.01954(9) Uani 1 1 d . . . . .
N1 N 0.32829(14) 0.57958(7) 0.90206(16) 0.0142(3) Uani 1 1 d . . . . .
N2 N 0.22956(14) 0.51615(7) 0.66362(16) 0.0139(3) Uani 1 1 d . . . . .
N3 N 0.17154(14) 0.59984(7) 0.44394(16) 0.0153(3) Uani 1 1 d . . . . .
N4 N 0.27707(17) 0.18004(8) 0.5765(2) 0.0260(4) Uani 1 1 d . . . . .
C11 C 0.36942(17) 0.61510(8) 1.0213(2) 0.0165(3) Uani 1 1 d . . . . .
H11A H 0.377336 0.660341 1.008616 0.020 Uiso 1 1 calc R U . . .
C12 C 0.40068(17) 0.58799(9) 1.1620(2) 0.0179(3) Uani 1 1 d . . . . .
H12A H 0.429509 0.614204 1.244871 0.022 Uiso 1 1 calc R U . . .
C13 C 0.38933(17) 0.52189(9) 1.1805(2) 0.0173(3) Uani 1 1 d . . . . .
H13A H 0.410899 0.502183 1.276003 0.021 Uiso 1 1 calc R U . . .
C14 C 0.34585(17) 0.48480(9) 1.05705(19) 0.0163(3) Uani 1 1 d . . . . .
H14A H 0.336404 0.439541 1.067396 0.020 Uiso 1 1 calc R U . . .
C15 C 0.31660(16) 0.51525(8) 0.91859(19) 0.0138(3) Uani 1 1 d . . . . .
C21 C 0.27235(16) 0.47969(8) 0.77954(19) 0.0134(3) Uani 1 1 d . . . . .
C22 C 0.27789(17) 0.41321(8) 0.7651(2) 0.0157(3) Uani 1 1 d . . . . .
H22A H 0.307439 0.387454 0.848459 0.019 Uiso 1 1 calc R U . . .
C23 C 0.23942(17) 0.38457(8) 0.6264(2) 0.0157(3) Uani 1 1 d . . . . .
C24 C 0.19220(17) 0.42374(8) 0.5084(2) 0.0166(3) Uani 1 1 d . . . . .
H24A H 0.162787 0.405415 0.414314 0.020 Uiso 1 1 calc R U . . .
C25 C 0.18897(16) 0.49003(8) 0.53084(19) 0.0146(3) Uani 1 1 d . . . . .
C31 C 0.14224(18) 0.64537(9) 0.3410(2) 0.0189(3) Uani 1 1 d . . . . .
H31A H 0.159573 0.689088 0.365261 0.023 Uiso 1 1 calc R U . . .
C32 C 0.08727(18) 0.63071(10) 0.1997(2) 0.0219(4) Uani 1 1 d . . . . .
H32A H 0.070556 0.663637 0.126282 0.026 Uiso 1 1 calc R U . . .
C33 C 0.05712(18) 0.56721(10) 0.1674(2) 0.0214(4) Uani 1 1 d . . . . .
H33A H 0.017154 0.556135 0.072599 0.026 Uiso 1 1 calc R U . . .
C34 C 0.08625(17) 0.51965(10) 0.2760(2) 0.0192(3) Uani 1 1 d . . . . .
H34A H 0.065451 0.475880 0.256953 0.023 Uiso 1 1 calc R U . . .
C35 C 0.14636(16) 0.53764(9) 0.41283(19) 0.0151(3) Uani 1 1 d . . . . .
C41 C 0.3578(2) 0.21442(10) 0.6614(2) 0.0250(4) Uani 1 1 d . . . . .
H41A H 0.424518 0.192409 0.712172 0.030 Uiso 1 1 calc R U . . .
C42 C 0.34942(19) 0.28043(9) 0.6795(2) 0.0223(4) Uani 1 1 d . . . . .
H42A H 0.409796 0.302748 0.740607 0.027 Uiso 1 1 calc R U . . .
C43 C 0.25201(18) 0.31397(8) 0.6077(2) 0.0176(3) Uani 1 1 d . . . . .
C44 C 0.16727(19) 0.27856(9) 0.5181(2) 0.0215(4) Uani 1 1 d . . . . .
H44A H 0.099593 0.299159 0.465787 0.026 Uiso 1 1 calc R U . . .
C45 C 0.1842(2) 0.21263(9) 0.5073(2) 0.0248(4) Uani 1 1 d . . . . .
H45A H 0.125789 0.188915 0.446437 0.030 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 N2 2.2567(15) . ?
In1 N1 2.2687(14) . ?
In1 N3 2.2749(15) . ?
In1 Cl2 2.3877(5) . ?
In1 Cl3 2.4806(5) . ?
In1 Cl1 2.4932(5) . ?
N1 C11 1.340(2) . ?
N1 C15 1.350(2) . ?
N2 C21 1.335(2) . ?
N2 C25 1.340(2) . ?
N3 C31 1.335(2) . ?
N3 C35 1.346(2) . ?
N4 C41 1.334(3) . ?
N4 C45 1.336(3) . ?
C11 C12 1.381(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.388(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.394(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.389(2) . ?
C14 H14A 0.9500 . ?
C15 C21 1.486(2) . ?
C21 C22 1.388(2) . ?
C22 C23 1.399(2) . ?
C22 H22A 0.9500 . ?
C23 C24 1.397(2) . ?
C23 C43 1.482(2) . ?
C24 C25 1.391(2) . ?
C24 H24A 0.9500 . ?
C25 C35 1.490(2) . ?
C31 C32 1.386(3) . ?
C31 H31A 0.9500 . ?
C32 C33 1.386(3) . ?
C32 H32A 0.9500 . ?
C33 C34 1.398(3) . ?
C33 H33A 0.9500 . ?
C34 C35 1.393(2) . ?
C34 H34A 0.9500 . ?
C41 C42 1.383(3) . ?
C41 H41A 0.9500 . ?
C42 C43 1.392(3) . ?
C42 H42A 0.9500 . ?
C43 C44 1.395(3) . ?
C44 C45 1.385(3) . ?
C44 H44A 0.9500 . ?
C45 H45A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 In1 N1 71.97(5) . . ?
N2 In1 N3 71.49(5) . . ?
N1 In1 N3 143.35(5) . . ?
N2 In1 Cl2 177.15(4) . . ?
N1 In1 Cl2 107.31(4) . . ?
N3 In1 Cl2 109.33(4) . . ?
N2 In1 Cl3 85.24(4) . . ?
N1 In1 Cl3 89.88(4) . . ?
N3 In1 Cl3 89.89(4) . . ?
Cl2 In1 Cl3 92.022(18) . . ?
N2 In1 Cl1 89.85(4) . . ?
N1 In1 Cl1 89.26(4) . . ?
N3 In1 Cl1 87.89(4) . . ?
Cl2 In1 Cl1 92.896(19) . . ?
Cl3 In1 Cl1 175.042(16) . . ?
C11 N1 C15 119.54(15) . . ?
C11 N1 In1 122.95(12) . . ?
C15 N1 In1 117.42(11) . . ?
C21 N2 C25 121.45(15) . . ?
C21 N2 In1 118.15(11) . . ?
C25 N2 In1 119.05(11) . . ?
C31 N3 C35 120.07(16) . . ?
C31 N3 In1 122.25(12) . . ?
C35 N3 In1 117.68(11) . . ?
C41 N4 C45 116.55(17) . . ?
N1 C11 C12 122.05(16) . . ?
N1 C11 H11A 119.0 . . ?
C12 C11 H11A 119.0 . . ?
C11 C12 C13 119.01(16) . . ?
C11 C12 H12A 120.5 . . ?
C13 C12 H12A 120.5 . . ?
C12 C13 C14 119.13(16) . . ?
C12 C13 H13A 120.4 . . ?
C14 C13 H13A 120.4 . . ?
C15 C14 C13 118.78(16) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N1 C15 C14 121.49(15) . . ?
N1 C15 C21 115.76(14) . . ?
C14 C15 C21 122.75(15) . . ?
N2 C21 C22 120.74(16) . . ?
N2 C21 C15 115.58(15) . . ?
C22 C21 C15 123.65(15) . . ?
C21 C22 C23 119.21(16) . . ?
C21 C22 H22A 120.4 . . ?
C23 C22 H22A 120.4 . . ?
C24 C23 C22 118.83(16) . . ?
C24 C23 C43 121.88(16) . . ?
C22 C23 C43 119.29(16) . . ?
C25 C24 C23 118.88(16) . . ?
C25 C24 H24A 120.6 . . ?
C23 C24 H24A 120.6 . . ?
N2 C25 C24 120.85(16) . . ?
N2 C25 C35 114.48(15) . . ?
C24 C25 C35 124.63(16) . . ?
N3 C31 C32 121.93(18) . . ?
N3 C31 H31A 119.0 . . ?
C32 C31 H31A 119.0 . . ?
C33 C32 C31 118.86(17) . . ?
C33 C32 H32A 120.6 . . ?
C31 C32 H32A 120.6 . . ?
C32 C33 C34 119.17(17) . . ?
C32 C33 H33A 120.4 . . ?
C34 C33 H33A 120.4 . . ?
C35 C34 C33 118.75(18) . . ?
C35 C34 H34A 120.6 . . ?
C33 C34 H34A 120.6 . . ?
N3 C35 C34 121.12(16) . . ?
N3 C35 C25 116.14(15) . . ?
C34 C35 C25 122.72(16) . . ?
N4 C41 C42 123.47(19) . . ?
N4 C41 H41A 118.3 . . ?
C42 C41 H41A 118.3 . . ?
C41 C42 C43 119.61(18) . . ?
C41 C42 H42A 120.2 . . ?
C43 C42 H42A 120.2 . . ?
C42 C43 C44 117.44(17) . . ?
C42 C43 C23 120.94(17) . . ?
C44 C43 C23 121.61(17) . . ?
C45 C44 C43 118.35(18) . . ?
C45 C44 H44A 120.8 . . ?
C43 C44 H44A 120.8 . . ?
N4 C45 C44 124.58(19) . . ?
N4 C45 H45A 117.7 . . ?
C44 C45 H45A 117.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N1 C11 C12 0.0(3) . . . . ?
In1 N1 C11 C12 176.55(13) . . . . ?
N1 C11 C12 C13 0.1(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C11 N1 C15 C14 0.2(3) . . . . ?
In1 N1 C15 C14 -176.47(13) . . . . ?
C11 N1 C15 C21 -179.03(16) . . . . ?
In1 N1 C15 C21 4.3(2) . . . . ?
C13 C14 C15 N1 -0.6(3) . . . . ?
C13 C14 C15 C21 178.60(16) . . . . ?
C25 N2 C21 C22 1.0(3) . . . . ?
In1 N2 C21 C22 -165.64(13) . . . . ?
C25 N2 C21 C15 178.83(15) . . . . ?
In1 N2 C21 C15 12.2(2) . . . . ?
N1 C15 C21 N2 -10.8(2) . . . . ?
C14 C15 C21 N2 169.93(16) . . . . ?
N1 C15 C21 C22 166.99(17) . . . . ?
C14 C15 C21 C22 -12.3(3) . . . . ?
N2 C21 C22 C23 0.8(3) . . . . ?
C15 C21 C22 C23 -176.89(16) . . . . ?
C21 C22 C23 C24 -2.3(3) . . . . ?
C21 C22 C23 C43 176.55(16) . . . . ?
C22 C23 C24 C25 2.1(3) . . . . ?
C43 C23 C24 C25 -176.70(17) . . . . ?
C21 N2 C25 C24 -1.1(3) . . . . ?
In1 N2 C25 C24 165.34(13) . . . . ?
C21 N2 C25 C35 -179.05(15) . . . . ?
In1 N2 C25 C35 -12.6(2) . . . . ?
C23 C24 C25 N2 -0.4(3) . . . . ?
C23 C24 C25 C35 177.24(16) . . . . ?
C35 N3 C31 C32 -0.9(3) . . . . ?
In1 N3 C31 C32 178.48(14) . . . . ?
N3 C31 C32 C33 2.8(3) . . . . ?
C31 C32 C33 C34 -1.8(3) . . . . ?
C32 C33 C34 C35 -0.8(3) . . . . ?
C31 N3 C35 C34 -2.0(3) . . . . ?
In1 N3 C35 C34 178.64(13) . . . . ?
C31 N3 C35 C25 176.67(16) . . . . ?
In1 N3 C35 C25 -2.7(2) . . . . ?
C33 C34 C35 N3 2.8(3) . . . . ?
C33 C34 C35 C25 -175.75(17) . . . . ?
N2 C25 C35 N3 9.9(2) . . . . ?
C24 C25 C35 N3 -167.94(17) . . . . ?
N2 C25 C35 C34 -171.47(16) . . . . ?
C24 C25 C35 C34 10.7(3) . . . . ?
C45 N4 C41 C42 -0.2(3) . . . . ?
N4 C41 C42 C43 0.5(3) . . . . ?
C41 C42 C43 C44 -0.7(3) . . . . ?
C41 C42 C43 C23 179.17(19) . . . . ?
C24 C23 C43 C42 146.68(19) . . . . ?
C22 C23 C43 C42 -32.2(3) . . . . ?
C24 C23 C43 C44 -33.4(3) . . . . ?
C22 C23 C43 C44 147.74(19) . . . . ?
C42 C43 C44 C45 0.6(3) . . . . ?
C23 C43 C44 C45 -179.29(18) . . . . ?
C41 N4 C45 C44 0.1(3) . . . . ?
C43 C44 C45 N4 -0.3(3) . . . . ?

_refine_diff_density_max         0.865
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.087

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gz1665-13
_database_code_depnum_ccdc_archive 'CCDC 2378101'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2024-08-16 deposited with the CCDC.	2025-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H10 Cl4 In N3, 1.5(C H4 O)'
_chemical_formula_sum            'C16.50 H16 Cl4 In N3 O1.50'
_chemical_formula_weight         536.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.1149(3)
_cell_length_b                   15.2796(3)
_cell_length_c                   19.7365(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.9160(10)
_cell_angle_gamma                90
_cell_volume                     3954.50(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9617
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      33.74

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_F_000             2120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.750
_shelx_estimated_absorpt_T_min   0.446
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6013
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 with PHOTON III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            159273
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.047
_diffrn_reflns_theta_max         33.793
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             15835
_reflns_number_gt                13419
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX4'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0372P)²+5.2670P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15835
_refine_ls_number_parameters     481
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0826
_refine_ls_wR_factor_gt          0.0770
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

_vrf_PLAT417_gz1665-13           
;
PROBLEM: Short Inter D-H..H-D       H2       ..H3       .       1.95 Ang.  
RESPONSE: Though these hydrogen atoms were located on the difference map,
their positions should be taken lightly. They did not refine smoothly and
required the use of DFIX and DANG commands to produce reasonable 
geometries.
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.02904(2) 0.23627(2) 0.34675(2) 0.01547(3) Uani 1 1 d . . . . .
Cl1 Cl -0.05817(3) 0.19971(3) 0.45451(2) 0.02051(8) Uani 1 1 d . . . . .
Cl2 Cl -0.02987(5) 0.38458(3) 0.35236(3) 0.03011(11) Uani 1 1 d . . . . .
Cl3 Cl 0.10631(4) 0.26096(3) 0.23542(3) 0.02364(9) Uani 1 1 d . . . . .
N1 N -0.08869(12) 0.15076(11) 0.29224(8) 0.0176(3) Uani 1 1 d . . . . .
N2 N 0.08559(11) 0.09688(10) 0.34852(8) 0.0158(3) Uani 1 1 d . . . . .
N3 N 0.18525(12) 0.23451(10) 0.39913(8) 0.0175(3) Uani 1 1 d . . . . .
C11 C -0.17222(15) 0.18355(14) 0.26198(11) 0.0221(3) Uani 1 1 d . . . . .
H11A H -0.185768 0.244409 0.265849 0.027 Uiso 1 1 calc R U . . .
C12 C -0.23981(16) 0.13151(15) 0.22507(11) 0.0260(4) Uani 1 1 d . . . . .
H12A H -0.298324 0.156307 0.203537 0.031 Uiso 1 1 calc R U . . .
C13 C -0.22025(16) 0.04328(16) 0.22035(12) 0.0269(4) Uani 1 1 d . . . . .
H13A H -0.265235 0.006332 0.195264 0.032 Uiso 1 1 calc R U . . .
C14 C -0.13420(16) 0.00843(14) 0.25251(11) 0.0237(4) Uani 1 1 d . . . . .
H14A H -0.120483 -0.052551 0.250475 0.028 Uiso 1 1 calc R U . . .
C15 C -0.06896(14) 0.06419(12) 0.28750(9) 0.0175(3) Uani 1 1 d . . . . .
C21 C 0.02617(14) 0.03365(12) 0.32239(9) 0.0170(3) Uani 1 1 d . . . . .
C22 C 0.05250(15) -0.05412(13) 0.32926(10) 0.0196(3) Uani 1 1 d . . . . .
H22A H 0.011083 -0.099199 0.310334 0.024 Uiso 1 1 calc R U . . .
C23 C 0.14195(15) -0.07307(12) 0.36499(10) 0.0200(3) Uani 1 1 d . . . . .
C24 C 0.20360(15) -0.00776(13) 0.39180(10) 0.0195(3) Uani 1 1 d . . . . .
H24A H 0.264807 -0.021262 0.415985 0.023 Uiso 1 1 calc R U . . .
C25 C 0.17244(13) 0.07858(12) 0.38195(9) 0.0162(3) Uani 1 1 d . . . . .
C31 C 0.23296(15) 0.30667(13) 0.42048(11) 0.0225(4) Uani 1 1 d . . . . .
H31A H 0.200521 0.361708 0.414069 0.027 Uiso 1 1 calc R U . . .
C32 C 0.32836(16) 0.30411(15) 0.45174(11) 0.0249(4) Uani 1 1 d . . . . .
H32A H 0.361117 0.356497 0.466182 0.030 Uiso 1 1 calc R U . . .
C33 C 0.37471(15) 0.22401(15) 0.46144(10) 0.0228(4) Uani 1 1 d . . . . .
H33A H 0.439629 0.220512 0.483317 0.027 Uiso 1 1 calc R U . . .
C34 C 0.32587(14) 0.14839(13) 0.43900(10) 0.0196(3) Uani 1 1 d . . . . .
H34A H 0.357185 0.092788 0.444893 0.024 Uiso 1 1 calc R U . . .
C35 C 0.23060(13) 0.15548(12) 0.40784(9) 0.0169(3) Uani 1 1 d . . . . .
Cl4 Cl 0.17711(5) -0.18041(3) 0.37683(3) 0.03006(11) Uani 1 1 d . . . . .
In2 In 0.53113(2) 0.61367(2) 0.83600(2) 0.01558(3) Uani 1 1 d . . . . .
Cl5 Cl 0.44710(4) 0.58941(3) 0.94602(2) 0.02324(9) Uani 1 1 d . . . . .
Cl6 Cl 0.47512(5) 0.76424(3) 0.83518(3) 0.03129(11) Uani 1 1 d . . . . .
Cl7 Cl 0.61121(4) 0.63451(3) 0.72465(2) 0.02271(9) Uani 1 1 d . . . . .
N4 N 0.41137(12) 0.52970(11) 0.78248(8) 0.0179(3) Uani 1 1 d . . . . .
N5 N 0.57749(12) 0.47202(10) 0.84610(8) 0.0162(3) Uani 1 1 d . . . . .
N6 N 0.68890(12) 0.60896(10) 0.88587(8) 0.0170(3) Uani 1 1 d . . . . .
C41 C 0.33369(15) 0.56371(13) 0.74633(10) 0.0212(3) Uani 1 1 d . . . . .
H41A H 0.327175 0.625537 0.743575 0.025 Uiso 1 1 calc R U . . .
C42 C 0.26248(15) 0.51173(15) 0.71280(11) 0.0243(4) Uani 1 1 d . . . . .
H42A H 0.209073 0.537340 0.686456 0.029 Uiso 1 1 calc R U . . .
C43 C 0.27082(15) 0.42174(15) 0.71850(11) 0.0233(4) Uani 1 1 d . . . . .
H43A H 0.221872 0.384737 0.697037 0.028 Uiso 1 1 calc R U . . .
C44 C 0.35128(15) 0.38585(13) 0.75584(10) 0.0205(3) Uani 1 1 d . . . . .
H44A H 0.357888 0.324207 0.760418 0.025 Uiso 1 1 calc R U . . .
C45 C 0.42201(13) 0.44186(12) 0.78641(9) 0.0169(3) Uani 1 1 d . . . . .
C51 C 0.51289(13) 0.41011(12) 0.82482(9) 0.0164(3) Uani 1 1 d . . . . .
C52 C 0.53118(15) 0.32176(12) 0.83944(10) 0.0194(3) Uani 1 1 d . . . . .
H52A H 0.487004 0.276948 0.823107 0.023 Uiso 1 1 calc R U . . .
C53 C 0.61680(15) 0.30275(12) 0.87889(10) 0.0199(3) Uani 1 1 d . . . . .
C54 C 0.68317(15) 0.36707(13) 0.90179(10) 0.0196(3) Uani 1 1 d . . . . .
H54A H 0.741436 0.353197 0.928924 0.024 Uiso 1 1 calc R U . . .
C55 C 0.66083(13) 0.45307(12) 0.88333(9) 0.0166(3) Uani 1 1 d . . . . .
C61 C 0.74617(15) 0.68007(13) 0.89788(10) 0.0206(3) Uani 1 1 d . . . . .
H61A H 0.720309 0.735915 0.885261 0.025 Uiso 1 1 calc R U . . .
C62 C 0.84210(15) 0.67453(15) 0.92820(10) 0.0238(4) Uani 1 1 d . . . . .
H62A H 0.881525 0.725742 0.936299 0.029 Uiso 1 1 calc R U . . .
C63 C 0.87929(15) 0.59287(15) 0.94643(10) 0.0231(4) Uani 1 1 d . . . . .
H63A H 0.944328 0.587495 0.967913 0.028 Uiso 1 1 calc R U . . .
C64 C 0.82076(14) 0.51888(14) 0.93305(10) 0.0211(3) Uani 1 1 d . . . . .
H64A H 0.845552 0.462330 0.944678 0.025 Uiso 1 1 calc R U . . .
C65 C 0.72544(14) 0.52894(12) 0.90239(9) 0.0171(3) Uani 1 1 d . . . . .
Cl8 Cl 0.64053(5) 0.19561(3) 0.90123(3) 0.03319(12) Uani 1 1 d . . . . .
O1 O 0.1852(2) 0.3964(2) 0.56890(15) 0.0707(8) Uani 1 1 d D . . . .
H1 H 0.2210(5) 0.4333(18) 0.550(2) 0.085 Uiso 1 1 d D U . . .
C1 C 0.0765(2) 0.4041(3) 0.5626(2) 0.0729(12) Uani 1 1 d D . . . .
H1A H 0.044757 0.380705 0.603409 0.109 Uiso 1 1 calc R U . . .
H1B H 0.052484 0.370910 0.522925 0.109 Uiso 1 1 calc R U . . .
H1C H 0.057881 0.465811 0.557099 0.109 Uiso 1 1 calc R U . . .
O2 O -0.2630(3) 0.4775(2) 0.5201(2) 0.0986(12) Uani 1 1 d D . . . .
H2 H -0.2943(15) 0.4989(12) 0.5517(4) 0.118 Uiso 1 1 d D U . . .
C2 C -0.1941(4) 0.4066(3) 0.5323(2) 0.0808(13) Uani 1 1 d D . . . .
H2A H -0.141524 0.424778 0.565243 0.121 Uiso 1 1 calc R U . . .
H2B H -0.161757 0.389967 0.489744 0.121 Uiso 1 1 calc R U . . .
H2C H -0.231601 0.356483 0.550234 0.121 Uiso 1 1 calc R U . . .
O3 O -0.4557(3) 0.4104(2) 0.55370(19) 0.1085(14) Uani 1 1 d D . . . .
H3 H -0.4124(13) 0.4277(6) 0.5273(9) 0.130 Uiso 1 1 d D U . . .
C3 C -0.5127(4) 0.4719(3) 0.5923(2) 0.0759(13) Uani 1 1 d D . . . .
H3A H -0.466207 0.505134 0.621905 0.114 Uiso 1 1 calc R U . . .
H3B H -0.562323 0.440608 0.619878 0.114 Uiso 1 1 calc R U . . .
H3C H -0.548653 0.512134 0.561491 0.114 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 N2 2.2554(15) . ?
In1 N1 2.2793(16) . ?
In1 N3 2.2801(16) . ?
In1 Cl2 2.3973(5) . ?
In1 Cl3 2.4633(5) . ?
In1 Cl1 2.4943(5) . ?
N1 C11 1.337(2) . ?
N1 C15 1.351(2) . ?
N2 C25 1.337(2) . ?
N2 C21 1.339(2) . ?
N3 C31 1.333(2) . ?
N3 C35 1.356(2) . ?
C11 C12 1.389(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.376(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.392(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.384(3) . ?
C14 H14A 0.9500 . ?
C15 C21 1.490(3) . ?
C21 C22 1.391(3) . ?
C22 C23 1.390(3) . ?
C22 H22A 0.9500 . ?
C23 C24 1.384(3) . ?
C23 Cl4 1.7187(19) . ?
C24 C25 1.394(3) . ?
C24 H24A 0.9500 . ?
C25 C35 1.487(3) . ?
C31 C32 1.387(3) . ?
C31 H31A 0.9500 . ?
C32 C33 1.379(3) . ?
C32 H32A 0.9500 . ?
C33 C34 1.390(3) . ?
C33 H33A 0.9500 . ?
C34 C35 1.388(3) . ?
C34 H34A 0.9500 . ?
In2 N5 2.2562(16) . ?
In2 N4 2.2751(16) . ?
In2 N6 2.2781(16) . ?
In2 Cl6 2.4150(5) . ?
In2 Cl7 2.4714(5) . ?
In2 Cl5 2.4787(5) . ?
N4 C41 1.339(2) . ?
N4 C45 1.352(2) . ?
N5 C51 1.333(2) . ?
N5 C55 1.339(2) . ?
N6 C61 1.340(2) . ?
N6 C65 1.351(2) . ?
C41 C42 1.386(3) . ?
C41 H41A 0.9500 . ?
C42 C43 1.384(3) . ?
C42 H42A 0.9500 . ?
C43 C44 1.390(3) . ?
C43 H43A 0.9500 . ?
C44 C45 1.393(3) . ?
C44 H44A 0.9500 . ?
C45 C51 1.484(3) . ?
C51 C52 1.400(3) . ?
C52 C53 1.387(3) . ?
C52 H52A 0.9500 . ?
C53 C54 1.384(3) . ?
C53 Cl8 1.7224(19) . ?
C54 C55 1.394(3) . ?
C54 H54A 0.9500 . ?
C55 C65 1.481(3) . ?
C61 C62 1.387(3) . ?
C61 H61A 0.9500 . ?
C62 C63 1.385(3) . ?
C62 H62A 0.9500 . ?
C63 C64 1.390(3) . ?
C63 H63A 0.9500 . ?
C64 C65 1.389(3) . ?
C64 H64A 0.9500 . ?
O1 C1 1.4345(19) . ?
O1 H1 0.822(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C2 1.4291(19) . ?
O2 H2 0.820(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
O3 C3 1.4280(19) . ?
O3 H3 0.821(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 In1 N1 71.70(6) . . ?
N2 In1 N3 71.88(6) . . ?
N1 In1 N3 143.53(6) . . ?
N2 In1 Cl2 176.45(4) . . ?
N1 In1 Cl2 110.32(4) . . ?
N3 In1 Cl2 106.15(4) . . ?
N2 In1 Cl3 91.06(4) . . ?
N1 In1 Cl3 87.25(4) . . ?
N3 In1 Cl3 91.53(4) . . ?
Cl2 In1 Cl3 91.946(18) . . ?
N2 In1 Cl1 86.01(4) . . ?
N1 In1 Cl1 87.58(4) . . ?
N3 In1 Cl1 91.81(4) . . ?
Cl2 In1 Cl1 91.136(18) . . ?
Cl3 In1 Cl1 174.647(17) . . ?
C11 N1 C15 119.50(17) . . ?
C11 N1 In1 122.69(13) . . ?
C15 N1 In1 117.69(12) . . ?
C25 N2 C21 121.68(16) . . ?
C25 N2 In1 118.85(12) . . ?
C21 N2 In1 119.09(12) . . ?
C31 N3 C35 119.60(16) . . ?
C31 N3 In1 123.20(13) . . ?
C35 N3 In1 117.21(12) . . ?
N1 C11 C12 122.1(2) . . ?
N1 C11 H11A 118.9 . . ?
C12 C11 H11A 118.9 . . ?
C13 C12 C11 118.58(19) . . ?
C13 C12 H12A 120.7 . . ?
C11 C12 H12A 120.7 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13A 120.2 . . ?
C14 C13 H13A 120.2 . . ?
C15 C14 C13 118.8(2) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N1 C15 C14 121.29(18) . . ?
N1 C15 C21 115.75(16) . . ?
C14 C15 C21 122.96(17) . . ?
N2 C21 C22 121.06(17) . . ?
N2 C21 C15 115.44(16) . . ?
C22 C21 C15 123.48(17) . . ?
C23 C22 C21 117.17(17) . . ?
C23 C22 H22A 121.4 . . ?
C21 C22 H22A 121.4 . . ?
C24 C23 C22 121.81(17) . . ?
C24 C23 Cl4 118.83(15) . . ?
C22 C23 Cl4 119.36(15) . . ?
C23 C24 C25 117.44(17) . . ?
C23 C24 H24A 121.3 . . ?
C25 C24 H24A 121.3 . . ?
N2 C25 C24 120.82(17) . . ?
N2 C25 C35 115.65(16) . . ?
C24 C25 C35 123.52(17) . . ?
N3 C31 C32 122.21(19) . . ?
N3 C31 H31A 118.9 . . ?
C32 C31 H31A 118.9 . . ?
C33 C32 C31 118.65(19) . . ?
C33 C32 H32A 120.7 . . ?
C31 C32 H32A 120.7 . . ?
C32 C33 C34 119.60(18) . . ?
C32 C33 H33A 120.2 . . ?
C34 C33 H33A 120.2 . . ?
C35 C34 C33 118.90(18) . . ?
C35 C34 H34A 120.6 . . ?
C33 C34 H34A 120.6 . . ?
N3 C35 C34 121.04(17) . . ?
N3 C35 C25 116.01(15) . . ?
C34 C35 C25 122.95(17) . . ?
N5 In2 N4 71.52(6) . . ?
N5 In2 N6 71.93(6) . . ?
N4 In2 N6 142.97(6) . . ?
N5 In2 Cl6 174.87(4) . . ?
N4 In2 Cl6 109.05(4) . . ?
N6 In2 Cl6 107.89(4) . . ?
N5 In2 Cl7 94.84(4) . . ?
N4 In2 Cl7 87.70(4) . . ?
N6 In2 Cl7 89.56(4) . . ?
Cl6 In2 Cl7 90.281(18) . . ?
N5 In2 Cl5 84.38(4) . . ?
N4 In2 Cl5 90.52(4) . . ?
N6 In2 Cl5 91.73(4) . . ?
Cl6 In2 Cl5 90.509(19) . . ?
Cl7 In2 Cl5 178.200(17) . . ?
C41 N4 C45 119.53(17) . . ?
C41 N4 In2 122.83(13) . . ?
C45 N4 In2 117.61(12) . . ?
C51 N5 C55 121.90(16) . . ?
C51 N5 In2 118.94(12) . . ?
C55 N5 In2 118.19(12) . . ?
C61 N6 C65 119.70(16) . . ?
C61 N6 In2 123.60(13) . . ?
C65 N6 In2 116.68(12) . . ?
N4 C41 C42 122.20(19) . . ?
N4 C41 H41A 118.9 . . ?
C42 C41 H41A 118.9 . . ?
C43 C42 C41 118.61(19) . . ?
C43 C42 H42A 120.7 . . ?
C41 C42 H42A 120.7 . . ?
C42 C43 C44 119.57(19) . . ?
C42 C43 H43A 120.2 . . ?
C44 C43 H43A 120.2 . . ?
C43 C44 C45 118.81(19) . . ?
C43 C44 H44A 120.6 . . ?
C45 C44 H44A 120.6 . . ?
N4 C45 C44 121.20(17) . . ?
N4 C45 C51 115.81(16) . . ?
C44 C45 C51 122.99(17) . . ?
N5 C51 C52 120.87(17) . . ?
N5 C51 C45 115.47(16) . . ?
C52 C51 C45 123.65(16) . . ?
C53 C52 C51 116.88(17) . . ?
C53 C52 H52A 121.6 . . ?
C51 C52 H52A 121.6 . . ?
C54 C53 C52 122.27(17) . . ?
C54 C53 Cl8 118.76(15) . . ?
C52 C53 Cl8 118.96(15) . . ?
C53 C54 C55 117.11(17) . . ?
C53 C54 H54A 121.4 . . ?
C55 C54 H54A 121.4 . . ?
N5 C55 C54 120.92(17) . . ?
N5 C55 C65 115.39(16) . . ?
C54 C55 C65 123.69(17) . . ?
N6 C61 C62 121.93(19) . . ?
N6 C61 H61A 119.0 . . ?
C62 C61 H61A 119.0 . . ?
C63 C62 C61 118.70(19) . . ?
C63 C62 H62A 120.7 . . ?
C61 C62 H62A 120.7 . . ?
C62 C63 C64 119.50(18) . . ?
C62 C63 H63A 120.2 . . ?
C64 C63 H63A 120.2 . . ?
C65 C64 C63 118.91(19) . . ?
C65 C64 H64A 120.5 . . ?
C63 C64 H64A 120.5 . . ?
N6 C65 C64 121.24(17) . . ?
N6 C65 C55 116.60(16) . . ?
C64 C65 C55 122.10(17) . . ?
C1 O1 H1 118.6(5) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 O2 H2 119.8(5) . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 O3 H3 120.0(5) . . ?
O3 C3 H3A 109.5 . . ?
O3 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O3 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N1 C11 C12 -0.5(3) . . . . ?
In1 N1 C11 C12 175.57(16) . . . . ?
N1 C11 C12 C13 0.7(3) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C15 -1.3(3) . . . . ?
C11 N1 C15 C14 -0.7(3) . . . . ?
In1 N1 C15 C14 -176.96(15) . . . . ?
C11 N1 C15 C21 179.57(17) . . . . ?
In1 N1 C15 C21 3.3(2) . . . . ?
C13 C14 C15 N1 1.6(3) . . . . ?
C13 C14 C15 C21 -178.71(19) . . . . ?
C25 N2 C21 C22 0.2(3) . . . . ?
In1 N2 C21 C22 -172.55(14) . . . . ?
C25 N2 C21 C15 179.07(16) . . . . ?
In1 N2 C21 C15 6.3(2) . . . . ?
N1 C15 C21 N2 -6.3(2) . . . . ?
C14 C15 C21 N2 174.04(18) . . . . ?
N1 C15 C21 C22 172.54(17) . . . . ?
C14 C15 C21 C22 -7.2(3) . . . . ?
N2 C21 C22 C23 0.8(3) . . . . ?
C15 C21 C22 C23 -177.94(17) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
C21 C22 C23 Cl4 178.56(14) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
Cl4 C23 C24 C25 -179.32(14) . . . . ?
C21 N2 C25 C24 -1.0(3) . . . . ?
In1 N2 C25 C24 171.75(13) . . . . ?
C21 N2 C25 C35 179.75(16) . . . . ?
In1 N2 C25 C35 -7.5(2) . . . . ?
C23 C24 C25 N2 0.8(3) . . . . ?
C23 C24 C25 C35 179.91(17) . . . . ?
C35 N3 C31 C32 -0.1(3) . . . . ?
In1 N3 C31 C32 -179.47(16) . . . . ?
N3 C31 C32 C33 -0.5(3) . . . . ?
C31 C32 C33 C34 0.9(3) . . . . ?
C32 C33 C34 C35 -0.7(3) . . . . ?
C31 N3 C35 C34 0.3(3) . . . . ?
In1 N3 C35 C34 179.75(14) . . . . ?
C31 N3 C35 C25 -179.45(17) . . . . ?
In1 N3 C35 C25 0.0(2) . . . . ?
C33 C34 C35 N3 0.0(3) . . . . ?
C33 C34 C35 C25 179.81(17) . . . . ?
N2 C25 C35 N3 4.8(2) . . . . ?
C24 C25 C35 N3 -174.33(17) . . . . ?
N2 C25 C35 C34 -174.93(17) . . . . ?
C24 C25 C35 C34 5.9(3) . . . . ?
C45 N4 C41 C42 0.5(3) . . . . ?
In2 N4 C41 C42 178.61(15) . . . . ?
N4 C41 C42 C43 1.7(3) . . . . ?
C41 C42 C43 C44 -1.7(3) . . . . ?
C42 C43 C44 C45 -0.3(3) . . . . ?
C41 N4 C45 C44 -2.7(3) . . . . ?
In2 N4 C45 C44 179.13(14) . . . . ?
C41 N4 C45 C51 177.22(17) . . . . ?
In2 N4 C45 C51 -1.0(2) . . . . ?
C43 C44 C45 N4 2.6(3) . . . . ?
C43 C44 C45 C51 -177.32(18) . . . . ?
C55 N5 C51 C52 -1.5(3) . . . . ?
In2 N5 C51 C52 -170.01(14) . . . . ?
C55 N5 C51 C45 177.65(16) . . . . ?
In2 N5 C51 C45 9.1(2) . . . . ?
N4 C45 C51 N5 -5.3(2) . . . . ?
C44 C45 C51 N5 174.63(17) . . . . ?
N4 C45 C51 C52 173.86(17) . . . . ?
C44 C45 C51 C52 -6.3(3) . . . . ?
N5 C51 C52 C53 2.4(3) . . . . ?
C45 C51 C52 C53 -176.70(17) . . . . ?
C51 C52 C53 C54 -1.5(3) . . . . ?
C51 C52 C53 Cl8 177.54(14) . . . . ?
C52 C53 C54 C55 -0.2(3) . . . . ?
Cl8 C53 C54 C55 -179.28(15) . . . . ?
C51 N5 C55 C54 -0.4(3) . . . . ?
In2 N5 C55 C54 168.23(14) . . . . ?
C51 N5 C55 C65 179.40(16) . . . . ?
In2 N5 C55 C65 -12.0(2) . . . . ?
C53 C54 C55 N5 1.2(3) . . . . ?
C53 C54 C55 C65 -178.53(17) . . . . ?
C65 N6 C61 C62 -1.2(3) . . . . ?
In2 N6 C61 C62 -179.80(14) . . . . ?
N6 C61 C62 C63 0.0(3) . . . . ?
C61 C62 C63 C64 1.0(3) . . . . ?
C62 C63 C64 C65 -0.8(3) . . . . ?
C61 N6 C65 C64 1.4(3) . . . . ?
In2 N6 C65 C64 -179.94(14) . . . . ?
C61 N6 C65 C55 -175.94(16) . . . . ?
In2 N6 C65 C55 2.7(2) . . . . ?
C63 C64 C65 N6 -0.4(3) . . . . ?
C63 C64 C65 C55 176.82(18) . . . . ?
N5 C55 C65 N6 6.0(2) . . . . ?
C54 C55 C65 N6 -174.24(18) . . . . ?
N5 C55 C65 C64 -171.30(17) . . . . ?
C54 C55 C65 C64 8.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O2 0.822(2) 2.029(11) 2.809(5) 158(3) 3_566 yes
O2 H2 O3 0.820(2) 2.51(2) 2.817(6) 103(2) . yes
O3 H3 O2 0.821(2) 2.109(15) 2.817(6) 144(2) . yes

_refine_diff_density_max         1.847
_refine_diff_density_min         -1.192
_refine_diff_density_rms         0.112

